7-Octynoic acid

Base Information

• Chemical Name: 7-Octynoic acid
• CAS No.: 10297-09-3
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 2916190090
• European Community (EC) Number: 838-602-8
• DSSTox Substance ID: DTXSID50415584
• Nikkaji Number: J193.313B
• Wikidata: Q82224524
• Metabolomics Workbench ID: 988
• Mol file: 10297-09-3.mol

Synonyms:7-Octynoic acid;oct-7-ynoic acid;10297-09-3;MFCD19228078;oct-7-ynoicacid;LCWG005;SCHEMBL736613;DTXSID50415584;CHEBI:187270;WJBHDZBQZOMDFF-UHFFFAOYSA-N;LMFA01030578;ZB0196;AKOS006381246;AT11953;AS-78123;HY-69220;SY028715;CS-0006437;FT-0741685;EN300-121453;Z1205493707

Chemical Property of 7-Octynoic acid

Chemical Property:

• Melting Point: 19°C
• Refractive Index: 1.4502
• Boiling Point: 290.64°C (rough estimate)
• PKA: 4.74±0.10(Predicted)
• PSA: 37.30000
• Density: 1.0450 (rough estimate)
• LogP: 1.65470
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oct-7-ynoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCCCCCC(=O)O

Technology Process of 7-Octynoic acid

There total 26 articles about 7-Octynoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

6-bromohexanoic acid (4224-70-8) + lithium acetylide-ethylenediamine complex (1216963-74-4) → oct-7-ynoic acid (10297-09-3)

Guidance literature:

In dimethyl sulfoxide; at 0 - 25 ℃; for 2.16667h; Inert atmosphere;

DOI:10.1002/anie.201003387

Reference yield: 92.0%

oct-7-yn-1-ol (871-91-0) → oct-7-ynoic acid (10297-09-3)

Guidance literature:

With Jones reagent;

DOI:10.1039/c2ob26469b

Reference yield: 75.0%

6-bromohexanoic acid (4224-70-8) → oct-7-ynoic acid (10297-09-3)

Guidance literature:

In dimethyl sulfoxide; at 5 - 20 ℃;

DOI:10.1021/acs.langmuir.1c02420

upstream raw materials:

hex-5-ynyl-malonic acid

6-bromohexanoic acid

sodium acetylide

lithium acetylide-ethylenediamine complex

Downstream raw materials:

heptanedioic acid

8-Pentadecanon

Refernces

• 1、 Rousseau, Gérard,Strzalko, Tekla,Roux, Marie-Claude. "Preparation of large ring acetylenic lactones by iodo lactonisation". . p. 4503 - 4505. Retrieved 2004.
• 2、 Eglinton,Whiting. "-". . p. 3052,3055. Retrieved 1953.
• 3、 Theeramunkong,Galli,Grolla,Caldarelli,Travelli,Massarotti,Troiani,Alisi,Orsomando,Genazzani,Tron. "Identification of a novel NAMPT inhibitor by combinatorial click chemistry and chemical refinement". . p. 1891 - 1897. Retrieved 2015.
• 4、 Cheng, Xiamin,Li, Lin,Uttamchandani, Mahesh,Yao, Shao Q.. "In situ proteome profiling of C75, a covalent bioactive compound with potential anticancer activities". . p. 1414 - 1417. Retrieved 2014.
• 5、 Aoki, Ken'Ichi,Horitsugu, Kousuke,Narazaki, Kenta,Seki, Atsushi,Takahashi, Daiki,Tamaoki, Nobuyuki. "Synthesis and Properties of Aromatic-Terminated Diacetylene Organogelators and Their Application to Photopatterning of Polydiacetylenes". . p. 13160 - 13169. Retrieved 2021/11/16.